Search for Monoamine Oxidase Inhibitors among Pyrazoline and Pyrimidine Derivatives and Studying Luminescent Properties of the Obtained Compounds

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Cyclization of the (E)-3-aryl-1-(4-alkoxyphenyl)prop-2-en-1-ones with phenylhydrazine in an acidic medium leads to the 5-aryl-3-(4-alkoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazoles. Bubbling air through a solution of 5-(4-methoxyphenyl)-1-phenyl-3-(4-ethoxyphenyl)-4,5-dihydro-1H-pyrazole in ethylcellosolve resulted in an oxidation-dehydrogenation product, which characterized as the picrate of the corresponding pyrazole. The reaction of benzamidine and 4-methylbenzamidine hydrochlorides with substituted chalcones in а KOH–ethanol system leads to 2,4-diaryl-6-(4-alkoxyphenyl)pyrimidines. The luminescent and antimonoamine oxidase properties of the resulting systems were studied.

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作者简介

A. Isakhanyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

编辑信件的主要联系方式.
Email: anush.isakhanyan.51@mail.ru
ORCID iD: 0000-0002-1713-4908
亚美尼亚, Yerevan

N. Hakobyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
ORCID iD: 0000-0002-3095-5938
亚美尼亚, Yerevan

Z. Hovasyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
ORCID iD: 0000-0001-6698-7184
亚美尼亚, Yerevan

G. Grigoryan

Yerevan State University

Email: gevsgrig@ysu.am
ORCID iD: 0000-0002-0675-735X
亚美尼亚, Yerevan

R. Mkhitaryan

Yerevan State University

Email: gevsgrig@ysu.am
ORCID iD: 0009-0009-6277-2747
亚美尼亚, Yerevan

D. Yesayan

Yerevan State University

Email: gevsgrig@ysu.am
ORCID iD: 0009-0008-7243-6248
俄罗斯联邦, Yerevan

A. Grigoryan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
ORCID iD: 0000-0002-3834-3338
俄罗斯联邦, Yerevan

H. Gasparyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
ORCID iD: 0000-0002-8555-3733
俄罗斯联邦, Yerevan

Н. Panosyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
ORCID iD: 0000-0001-8311-6276
俄罗斯联邦, Yerevan

A. Harutyunyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: anush.isakhanyan.51@mail.ru
ORCID iD: 0000-0003-0641-5453
俄罗斯联邦, Yerevan

参考

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2. Scheme 1

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3. Fig. 1. Electronic absorption spectra of compounds 7-10 (1-4) in DMFA solutions (c = 2·10-5 mol/L)

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4. Fig. 2. Electronic absorption spectra of compounds 11 (1) and 12 (2) in DMFA solutions (c = 5·10-5 mol/L)

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5. Fig. 3. Electronic absorption spectra of compounds 14-17 (1-4) in DMFA solutions (c = 2·10-5 mol/L)

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6. Fig. 4. Electronic absorption spectra of compounds 18-21 (1-4) in DMFA solutions (c = 5·10-5 mol/L)

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7. Fig. 5. Fluorescence spectra of samples 7-10 (1-4) in DMFA solutions (excitation slit width - 5 nm, emission slit width - 5 nm)

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8. Fig. 6. Fluorescence spectra of samples 11 (1) and 12 (2) in DMFA solutions (excitation slit width - 5 nm, emission slit width - 5 nm)

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9. Fig. 7. Fluorescence spectra of samples 14-17 (1-4) in DMFA solutions [excitation slit width - 5 (16 and 17), 10 nm (14 and 15), emission slit width - 5 (16 and 17), 10 nm (14 and 15)]

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10. Fig. 8. Fluorescence spectra of samples 18-21 (1-4) in DMFA solutions (excitation slit width - 10 nm, emission slit width - 10 nm)

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11. Fig. 9. Effect of compounds 7, 9-11, 13 on inhibition of MAO activity at a concentration of 1.0 μmol/mL as a percentage of control (indopan)

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12. Fig. 1

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18. Fig. 7

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